Apocidine B






Names

    • Apocidine B

Attributes

  • Canonical SMILES

    COC(=O)C1=C2[C@]3(CCN4[C@H]3[C@@]5(C1)CCO[C@H]5[C@@H](C4)O)C6=CC=CC=C6N2

  • InChI

    InChI=1S/C21H24N2O4/c1-26-18(25)12-10-20-7-9-27-17(20)15(24)11-23-8-6-21(19(20)23)13-4-2-3-5-14(13)22-16(12)21/h2-5,15,17,19,22,24H,6-11H2,1H3/t15-,17+,19+,20-,21+/m1/s1

  • Molecule Class: Alkaloids
  • TPSA: 71.03
  • #RotBonds: 1
  • MW: 368.43300000000005
  • HBD: 2
  • HBA: 6
  • logP: 1.4047999999999994
  • Chemical Formula: C21H24N2O4


Species

    Species Place of Collection NCBI Taxonomy Voucher Specimen
    T. corymbosa Malaysia, China 1679252 GK604

External Databases


References

  • Ibogan, Aspidosperman, Vincamine, and Bisindole Alkaloids from a Malayan Tabernaemontana corymbosa: Iboga Alkaloids with C-20α Substitution. J Nat Prod, 2016 (PMID 27077800).

Compound-Protein Relationships

  • No relationship found

Compound Activities

    • Growth inhibitory

Predicted NMR Spectral Data


Predicted MS Fragmentation Pattern

    N.B.: It is recommended to zoom in on a specific area of an MS plot before hovering on a peak.

Predicted ADMET Properties

    Property Model Name Predicted Value
    Absorption Caco-2 (logPaap) -5.09
    Human Oral Bioavailability 20% Bioavailable
    Human Intestinal Absorption Absorbed
    Madin-Darby Canine Kidney -5.1
    Human Oral Bioavailability 50% Bioavailable
    P-Glycoprotein Inhibitor Non-Inhibitor
    P-Glycoprotein Substrate Substrate
    Skin Permeability -2.17
    Distribution Blood-Brain Barrier (Central Nervous System) -2.82
    Blood-Brain Barrier Penetrable
    Fraction Unbound (Human) 0.69
    Plasma Protein Binding 37.15
    Steady State Volume of Distribution 4.19
    Metabolism Breast Cancer Resistance Protein Non-Inhibitor
    CYP 1A2 Inhibitor Non-Inhibitor
    CYP 1A2 substrate Non-Substrate
    CYP 2C19 Inhibitor Non-Inhibitor
    CYP 2C19 substrate Non-Substrate
    CYP 2C9 Inhibitor Non-Inhibitor
    CYP 2C9 Substrate Non-Substrate
    CYP 2D6 Inhibitor Inhibitor
    CYP 2D6 Substrate Non-Substrate
    CYP 3A4 Inhibitor Non-Inhibitor
    CYP 3A4 Substrate Substrate
    OATP1B1 Non-Inhibitor
    OATP1B3 Non-Inhibitor
    Excretion Clearance 6.87
    Organic Cation Transporter 2 Non-Inhibitor
    Half-Life of Drug Half-Life < 3hs
    Toxicity AMES Mutagenesis Safe
    Avian Safe
    Bee Toxic
    Bioconcentration Factor -0.9
    Biodegradation Safe
    Carcinogenesis Safe
    Crustacean Toxic
    Liver Injury I Safe
    Eye Corrosion Safe
    Eye irritation Safe
    Maximum Tolerated Dose -1.17
    Liver Injury II Toxic
    hERG Blockers Safe
    Daphnia Maga 7.18
    Micronucleos Toxic
    NR-AhR Safe
    NR-AR Safe
    NR-AR-LBD Safe
    NR-Aromatase Safe
    NR-ER Safe
    NR-ER-LBD Safe
    NR-GR Safe
    NR-PPAR-gamma Safe
    NR-TR Safe
    T. Pyriformis -23.3
    Rat (Acute) 3.33
    Rat (Chronic Oral) 2.41
    Fathead Minnow 4.08
    Respiratory Disease Toxic
    Skin Sensitisation Safe
    SR-ATAD5 Safe
    SR-ARE Safe
    SR-HSE Safe
    SR-MMP Safe
    SR-p53 Safe
    General Properties Boiling Point 433.76
    Hydration Free Energy -5.82
    Log(D) at pH=7.4 2.0
    Log(P) 1.61
    Log S -2.21
    Log(Vapor Pressure) -9.22
    Melting Point 202.26
    pKa Acid 6.56
    pKa Basic 6.62